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806536

Sigma-Aldrich

APN-Maleimide

Sinônimo(s):

3-(4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl)propiolonitrile, MAPN

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50 MG
R$ 1.014,00

R$ 1.014,00


Previsão de entrega em16 de abril de 2025


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50 MG
R$ 1.014,00

About This Item

Fórmula empírica (Notação de Hill):
C13H6N2O2
Peso molecular:
222.20
Número MDL:
Código UNSPSC:
12352111
ID de substância PubChem:
NACRES:
NA.22

R$ 1.014,00


Previsão de entrega em16 de abril de 2025


Solicite uma grande encomenda

Formulário

powder

Nível de qualidade

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

N#CC#CC1=CC=C(N2C(C=CC2=O)=O)C=C1

InChI

1S/C13H6N2O2/c14-9-1-2-10-3-5-11(6-4-10)15-12(16)7-8-13(15)17/h3-8H

chave InChI

CHKKXKRQICWZFF-UHFFFAOYSA-N

Aplicação

APN-Maleimide is a bifunctional crosslinker for thiol-to-thiol coupling. The coupling can be performed with high selectivity in biological medium using mild reaction conditions. Due to kinetic resolution the first thiol reacts exclusively with the maleimide residue producing the protein-APN conjugate. This conjugate can be readily coupled with thiol-containing molecules.

Nota de preparo

Standard protein labeling procedure (cysteine labeling).

  • Dissolve the protein in the appropriate buffer* with pH 6.5-9.0 (e.g. PBS) at 1-10 mg/mL concentration.
  • Apply the appropriate amount of the stock solution of the reagent (1-5 molar eq. per free cysteine residue).
  • Incubate at room temperature for 10 minutes.
  • If necessary, purify the protein-APN conjugate using size exclusion chromatography or ultrafiltration.
  • The conjugate can be readily coupled with thiol-containing substrates by incubating the components in aqueous buffer (pH 6.5-9.0) at ambient temperature for 2 hours.
*Note: avoid thiol-containing buffers.

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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Oleksandr Koniev et al.
Bioconjugate chemistry, 26(9), 1863-1867 (2015-09-04)
Thiols are among the most frequently used functional groups in the field of bioconjugation. While there exists a variety of heterobifunctional reagents that allow for coupling thiols to other functions (e.g., amines, carboxylic acids), there is no specific reagent for
Sergii Kolodych et al.
Bioconjugate chemistry, 26(2), 197-200 (2015-01-24)
Amine-to-thiol coupling is the most common route for the preparation of antibody-drug conjugates (ADC). It is usually achieved by using heterobifunctional reagents possessing an activated ester at one end and a maleimide group at the other. However, maleimide-based conjugates were

Questions

  1. Hi, what is the expiration period/shelf life of this product (APN-Maleimide)? Thanks, Kristien

    1 answer
    1. This product is not assigned an expiration date or recommended retest date. Customers should routinely inspect products with no expiration date or recommended retest date to ensure they perform as expected. These products are also subject to a one-year warranty from the date of shipment. For more information, you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.

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